FA Cup 2023/24, Fourth Round Proper |
| 26.01.2024 | | Tottenham Hotspur | | Manchester City | | 0:1 (0:0) |
| London |
FA Cup 2022/23, Fifth Round Proper |
| 01.03.2023 | | Sheffield United | | Tottenham Hotspur | | 1:0 (0:0) |
| Sheffield |
FA Cup 2021/22, Fifth Round Proper |
| 01.03.2022 | | Middlesbrough | | Tottenham Hotspur | | 1:0 aet (0:0, 0:0) |
| Middlesbrough |
FA Cup 2020/21, Fifth Round Proper |
| 10.02.2021 | | Everton | | Tottenham Hotspur | | 5:4 aet (3:2, 4:4) * |
| Liverpool |
FA Cup 2018/19, Fourth Round Proper |
| 27.01.2019 | | Crystal Palace | | Tottenham Hotspur | | 2:0 (2:0) |
| London |
FA Cup 2017/18, Semifinal |
| 21.04.2018 | | Manchester United | | Tottenham Hotspur | | 2:1 (1:1) |
| London |
FA Cup 2016/17, Semifinal |
| 22.04.2017 | | Chelsea | | Tottenham Hotspur | | 4:2 (2:1) |
| London |
FA Cup 2015/16, Fifth Round Proper |
| 21.02.2016 | | Tottenham Hotspur | | Crystal Palace | | 0:1 (0:1) |
| London |
FA Cup 2014/15, Fourth Round Proper |
| 24.01.2015 | | Tottenham Hotspur | | Leicester City | | 1:2 (1:0) |
| London |
FA Cup 2013/14, Third Round Proper |
| 04.01.2014 | | Arsenal | | Tottenham Hotspur | | 2:0 (1:0) |
| London |
FA Cup 2012/13, Fourth Round Proper |
| 27.01.2013 | | Leeds United | | Tottenham Hotspur | | 2:1 (1:0) |
| Leeds |
FA Cup 2011/12, Semifinal |
| 15.04.2012 | | Tottenham Hotspur | | Chelsea | | 1:5 (0:1) |
| London |
FA Cup 2010/11, Fourth Round Proper |
| 30.01.2011 | | Fulham | | Tottenham Hotspur | | 4:0 (4:0) |
| London |
FA Cup 2009/10, Semi Final |
| 11.04.2010 | | Tottenham Hotspur | | Portsmouth | | 0:2 aet (0:0) |
| London |
FA Cup 2008/09, Fourth Round Proper |
| 24.01.2009 | | Manchester United | | Tottenham Hotspur | | 2:1 (2:1) |
| Manchester |
FA Cup 2007/08, Fourth Round Proper |
| 27.01.2008 | | Manchester United | | Tottenham Hotspur | | 3:1 (1:1) |
| Manchester |
FA Cup 2006/07, Sixth Round Proper |
| 19.03.2007 | | Tottenham Hotspur | | Chelsea | | 1:2 (0:0) * |
| London |
FA Cup 2005/06, Third Round Proper |
| 08.01.2006 | | Leicester City | | Tottenham Hotspur | | 3:2 (1:2) |
| Leicester |
FA Cup 2004/05, Sixth Round Proper |
| 13.03.2005 | | Newcastle United | | Tottenham Hotspur | | 1:0 (1:0) |
| Newcastle upon Tyne |
FA Cup 2003/04, Fourth Round Proper |
| 04.02.2004 | | Tottenham Hotspur | | Manchester City | | 3:4 (3:0) * |
| London |
FA Cup 2002/03, Third Round Proper |
| 04.01.2003 | | Southampton | | Tottenham Hotspur | | 4:0 (1:0) |
| Southampton |
FA Cup 2001/02, Sixth Round Proper |
| 10.03.2002 | | Tottenham Hotspur | | Chelsea | | 0:4 (0:1) |
| London |
FA Cup 2000/01, Semi Final |
| 08.04.2001 | | Arsenal | | Tottenham Hotspur | | 2:1 (1:1) |
| Manchester |
FA Cup 1999/00, Third Round Proper |
| 22.12.1999 | | Newcastle United | | Tottenham Hotspur | | 6:1 (3:1) * |
| Newcastle upon Tyne |
FA Cup 1998/99, Semi Final |
| 11.04.1999 | | Newcastle United | | Tottenham Hotspur | | 2:0 aet (0:0) |
| Manchester |
FA Cup 1997/98, Fourth Round Proper |
| 04.02.1998 | | Barnsley | | Tottenham Hotspur | | 3:1 (0:0) * |
| Barnsley |
FA Cup 1996/97, Third Round Proper |
| 05.01.1997 | | Manchester United | | Tottenham Hotspur | | 2:0 (0:0) |
| Manchester |
FA Cup 1994/95, Semi Final |
| 09.04.1995 | | Tottenham Hotspur | | Everton | | 1:4 (0:1) |
| Leeds |
FA Cup 1993/94, Fourth Round Proper |
| 29.01.1994 | | Ipswich Town | | Tottenham Hotspur | | 3:0 (0:0) |
| Ipswich |
FA Cup 1992/93, Semi Final |
| 04.04.1993 | | Arsenal | | Tottenham Hotspur | | 1:0 (0:0) |
| London |
FA Cup 1991/92, Third Round Proper |
| 14.01.1992 | | Tottenham Hotspur | | Aston Villa | | 0:1 * |
| London |
FA Cup 1989/90, Third Round Proper |
| 06.01.1990 | | Tottenham Hotspur | | Southampton | | 1:3 |
| London |
FA Cup 1988/89, Third Round Proper |
| 07.01.1989 | | Bradford City | | Tottenham Hotspur | | 1:0 (1:0) |
| Bradford |
FA Cup 1987/88, Fourth Round Proper |
| 30.01.1988 | | Port Vale | | Tottenham Hotspur | | 2:1 (2:0) |
| Stoke-on-Trent |
FA Cup 1986/87, Final |
| 16.05.1987 | | Coventry City | | Tottenham Hotspur | | 3:2 aet (1:2, 2:2) |
| London |
FA Cup 1985/86, Fifth Round Proper |
| 04.03.1986 | | Tottenham Hotspur | | Everton | | 1:2 |
| |
FA Cup 1984/85, Fourth Round Proper |
| 27.01.1985 | | Liverpool | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1983/84, Fourth Round Proper |
| 01.02.1984 | | Norwich City | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1982/83, Fifth Round Proper |
| 19.02.1983 | | Everton | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1979/80, Sixth Round Proper |
| 08.03.1980 | | Tottenham Hotspur | | Liverpool | | 0:1 |
| |
FA Cup 1978/79, Sixth Round Proper |
| 14.03.1979 | | Manchester United | | Tottenham Hotspur | | 2:0 * |
| |
FA Cup 1977/78, Third Round Proper |
| 10.01.1978 | | Bolton Wanderers | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1976/77, Third Round Proper |
| 08.01.1977 | | Cardiff City | | Tottenham Hotspur | | 1:0 |
| Cardiff |
FA Cup 1975/76, Third Round Proper |
| 24.01.1976 | | Stoke City | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1974/75, Third Round Proper |
| 08.01.1975 | | Tottenham Hotspur | | Nottingham Forest | | 0:1 * |
| |
FA Cup 1973/74, Third Round Proper |
| 05.01.1974 | | Leicester City | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1972/73, Fourth Round Proper |
| 07.02.1973 | | Tottenham Hotspur | | Derby County | | 3:5 * |
| |
FA Cup 1971/72, Sixth Round Proper |
| 18.03.1972 | | Leeds United | | Tottenham Hotspur | | 2:1 |
| Leeds |
FA Cup 1970/71, Sixth Round Proper |
| 16.03.1971 | | Tottenham Hotspur | | Liverpool | | 0:1 * |
| |
FA Cup 1969/70, Fourth Round Proper |
| 28.01.1970 | | Crystal Palace | | Tottenham Hotspur | | 1:0 (0:0) * |
| |
FA Cup 1968/69, Sixth Round Proper |
| 01.03.1969 | | Manchester City | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1967/68, Fifth Round Proper |
| 12.03.1968 | | Liverpool | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1965/66, Fifth Round Proper |
| 05.03.1966 | | Preston North End | | Tottenham Hotspur | | 2:1 |
| |
FA Cup 1964/65, Fifth Round Proper |
| 20.02.1965 | | Chelsea | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1963/64, Third Round Proper |
| 08.01.1964 | | Chelsea | | Tottenham Hotspur | | 2:0 * |
| London |
FA Cup 1962/63, Third Round Proper |
| 16.01.1963 | | Tottenham Hotspur | | Burnley | | 0:3 |
| |
FA Cup 1959/60, Fifth Round Proper |
| 20.02.1960 | | Tottenham Hotspur | | Blackburn Rovers | | 1:3 |
| |
FA Cup 1958/59, Fifth Round Proper |
| 18.02.1959 | | Norwich City | | Tottenham Hotspur | | 1:0 * |
| |
FA Cup 1957/58, Fourth Round Proper |
| 25.01.1958 | | Tottenham Hotspur | | Sheffield United | | 0:3 |
| |
FA Cup 1956/57, Fifth Round Proper |
| 16.02.1957 | | Bournemouth | | Tottenham Hotspur | | 3:1 |
| |
FA Cup 1955/56, Semi Final |
| 17.03.1956 | | Manchester City | | Tottenham Hotspur | | 1:0 |
| Birmingham |
FA Cup 1954/55, Fifth Round Proper |
| 19.02.1955 | | York City | | Tottenham Hotspur | | 3:1 |
| |
FA Cup 1953/54, Sixth Round Proper |
| 13.03.1954 | | West Bromwich Albion | | Tottenham Hotspur | | 3:0 |
| |
FA Cup 1952/53, Semi Final |
| 21.03.1953 | | Blackpool | | Tottenham Hotspur | | 2:1 |
| Birmingham |
FA Cup 1951/52, Fourth Round Proper |
| 02.02.1952 | | Tottenham Hotspur | | Newcastle United | | 0:3 |
| |
FA Cup 1950/51, Third Round Proper |
| 06.01.1951 | | Huddersfield Town | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1949/50, Fifth Round Proper |
| 11.02.1950 | | Everton | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1948/49, Third Round Proper |
| 08.01.1949 | | Arsenal | | Tottenham Hotspur | | 3:0 |
| London |
FA Cup 1947/48, Semi Final |
| 13.03.1948 | | Blackpool | | Tottenham Hotspur | | 3:1 aet |
| Sheffield |
FA Cup 1946/47, Third Round Proper |
| 15.01.1947 | | Stoke City | | Tottenham Hotspur | | 1:0 * |
| |
FA Cup 1945/46, Third Round Proper |
| 10.01.1946 | | Brentford | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1938/39, Fourth Round Proper |
| 02.02.1939 | | West Ham United | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1937/38, Sixth Round Proper |
| 05.03.1938 | | Tottenham Hotspur | | Sunderland | | 0:1 |
| |
FA Cup 1936/37, Sixth Round Proper |
| 06.03.1937 | | Tottenham Hotspur | | Preston North End | | 1:3 |
| |
FA Cup 1935/36, Sixth Round Proper |
| 29.02.1936 | | Sheffield United | | Tottenham Hotspur | | 3:1 |
| |
FA Cup 1934/35, Fifth Round Proper |
| 25.02.1935 | | Bolton Wanderers | | Tottenham Hotspur | | 2:0 * |
| |
FA Cup 1933/34, Fifth Round Proper |
| 17.02.1934 | | Tottenham Hotspur | | Aston Villa | | 0:1 |
| |
FA Cup 1932/33, Fourth Round Proper |
| 28.01.1933 | | Luton Town | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1931/32, Third Round Proper |
| 13.01.1932 | | Sheffield Wednesday | | Tottenham Hotspur | | 3:1 * |
| |
FA Cup 1930/31, Fourth Round Proper |
| 24.01.1931 | | West Bromwich Albion | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1929/30, Third Round Proper |
| 15.01.1930 | | Manchester City | | Tottenham Hotspur | | 4:1 * |
| |
FA Cup 1928/29, Third Round Proper |
| 12.01.1929 | | Reading | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1927/28, Sixth Round Proper |
| 03.03.1928 | | Huddersfield Town | | Tottenham Hotspur | | 6:1 |
| |
FA Cup 1926/27, Third Round Proper |
| 08.01.1927 | | West Ham United | | Tottenham Hotspur | | 3:2 |
| |
FA Cup 1925/26, Fourth Round Proper |
| 03.02.1926 | | Manchester United | | Tottenham Hotspur | | 2:0 * |
| |
FA Cup 1924/25, Third Round Proper |
| 25.02.1925 | | Blackburn Rovers | | Tottenham Hotspur | | 3:1 * |
| |
FA Cup 1923/24, First Round Proper |
| 12.01.1924 | | Crystal Palace | | Tottenham Hotspur | | 2:0 |
| |
FA Cup 1922/23, Fourth Round Proper |
| 10.03.1923 | | Tottenham Hotspur | | Derby County | | 0:1 |
| |
FA Cup 1921/22, Semi Final |
| 25.03.1922 | | Preston North End | | Tottenham Hotspur | | 2:1 |
| Sheffield |
FA Cup 1919/20, Fourth Round Proper |
| 06.03.1920 | | Tottenham Hotspur | | Aston Villa | | 0:1 |
| |
FA Cup 1914/15, Second Round Proper |
| 30.01.1915 | | Norwich City | | Tottenham Hotspur | | 3:2 |
| |
FA Cup 1913/14, Second Round Proper |
| 31.01.1914 | | Manchester City | | Tottenham Hotspur | | 2:1 |
| |
FA Cup 1912/13, Second Round Proper |
| 01.02.1913 | | Reading | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1911/12, First Round Proper |
| 13.01.1912 | | West Bromwich Albion | | Tottenham Hotspur | | 3:0 |
| |
FA Cup 1910/11, Second Round Proper |
| 08.02.1911 | | Tottenham Hotspur | | Blackburn Rovers | | 0:2 * |
| |
FA Cup 1909/10, Third Round Proper |
| 19.02.1910 | | Swindon Town | | Tottenham Hotspur | | 3:2 |
| |
FA Cup 1908/09, Third Round Proper |
| 24.02.1909 | | Burnley | | Tottenham Hotspur | | 3:1 * |
| |
FA Cup 1907/08, First Round Proper |
| 11.01.1908 | | Everton | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1906/07, Third Round Proper |
| 23.02.1907 | | Notts County | | Tottenham Hotspur | | 4:0 |
| |
FA Cup 1905/06, Third Round Proper |
| 28.02.1906 | | Birmingham | | Tottenham Hotspur | | 2:0 * |
| |
FA Cup 1904/05, Second Round Proper |
| 22.02.1905 | | Newcastle United | | Tottenham Hotspur | | 4:0 * |
| |
FA Cup 1903/04, Third Round Proper |
| 09.03.1904 | | Sheffield Wednesday | | Tottenham Hotspur | | 2:0 * |
| |
FA Cup 1902/03, Third Round Proper |
| 07.03.1903 | | Tottenham Hotspur | | Aston Villa | | 2:3 |
| |
FA Cup 1901/02, First Round Proper |
| 03.02.1902 | | Southampton | | Tottenham Hotspur | | 2:1 * |
| |
FA Cup 1899/00, First Round Proper |
| 27.01.1900 | | Preston North End | | Tottenham Hotspur | | 1:0 |
| |
FA Cup 1898/99, Third Round Proper |
| 25.02.1899 | | Stoke | | Tottenham Hotspur | | 4:1 |
| |
FA Cup 1895/96, First Round Proper |
| 01.02.1896 | | Stoke | | Tottenham Hotspur | | 5:0 |
| |
FA Cup 1887/88, Second Round |
| 05.11.1887 | | Dulwich | | Hotspur | | 2:1 |
| |
FA Cup 1886/87, Second Round |
| 20.11.1886 | | Chatham | | Hotspur | | 1:0 |
| |
FA Cup 1885/86, First Round |
| 31.10.1885 | | Old Westminsters | | Hotspur | | 3:1 |
| |
FA Cup 1884/85, Second Round |
| 06.12.1884 | | Hotspur | | Old Wykehamists | | 1:2 |
| |
FA Cup 1882/83, First Round |
| 04.11.1882 | | Rochester | | Hotspur | | 2:0 |
| |
FA Cup 1881/82, Fourth Round |
| 21.01.1882 | | Upton Park | | Hotspur | | 5:0 |
| |
FA Cup 1880/81, First Round |
| 13.11.1880 | | Reading | | Hotspur | | 5:1 |
| |
FA Cup 1879/80, Second Round |
| 13.12.1879 | | West End | | Hotspur | | 1:0 |
| |